Stockbridge Travel Guide

Tourist Guide

Stockbridge
Photo by William Keller
Photo by William Keller
Photo by William Keller
Photo by William Keller
Photo by William Keller
Photo by William Keller
Photo by Adnan Kakazai
Photo by Adnan Kakazai
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
The price is £193 per night from 25 Aug to 26 Aug
£193
25 Aug - 26 Aug
includes taxes & fees
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free Wi-Fi, 3 restaurants and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,009 reviews)
"Iconic, comfortable, historic ambiance, convenient location. If you come to the Berkshires you should stay or eat here at least once. Basic room with grandma's attic furniture but with a renovated bathroom. Breakfast and lunch were very good."

Reviewed on 26 Jul 2025

The Red Lion Inn
Tanglewood Suites

Tanglewood Suites

2.5 out of 5
MA-102, Stockbridge, MA
The price is £201 per night from 1 Aug to 2 Aug
£201
1 Aug - 2 Aug
includes taxes & fees
Stay at this B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Naumkeag Museum are located ...
Like a stay at granny’s house
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, ..."

Reviewed on 19 Feb 2024

Tanglewood Suites
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
The price is £358 per night from 13 Aug to 14 Aug
£358
13 Aug - 14 Aug
includes taxes & fees
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
"Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly."

Reviewed on 2 Nov 2024

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
See all 1,375 properties in Stockbridge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,910 reviews)
"The staff was very friendly. The room and property were fairly clean. There were used pillow cases left on our bed and a safety pin and toothpick left on the dresser when we arrived. Comfortable but out dated. Definitely could use a renovation."

Reviewed on 28 Jul 2025

Vacation Village in the Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants and 2 bars/lounges. Our guests praise the property condition in their reviews. Popular ...
8.2/10 Very Good! (956 reviews)
"Great"

Reviewed on 26 Jul 2025

Jiminy Peak Mountain Resort
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (122 reviews)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."

Reviewed on 14 May 2025

The Ponds at Foxhollow
See all properties in Stockbridge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Norman Rockwell Museum

Norman Rockwell Museum

You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area.

Norman Rockwell Museum

National Shrine of the Divine Mercy

Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.

National Shrine of the Divine Mercy

Naumkeag Museum

You can spend time studying the exhibits at Naumkeag Museum in Stockbridge. While you're in the area, stroll along the lakeside.

Naumkeag Museum

Berkshire Botanical Garden

Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.

Berkshire Botanical Garden

Stockbridge Bowl

You can find out about the history of Stockbridge with a visit to Stockbridge Bowl. While in this relaxing area, you can enjoy the bars.

Stockbridge Bowl

Frelinghuysen Morris House and Studio

You can spend time studying the exhibits at Frelinghuysen Morris House and Studio in Stockbridge. Wander the lakeside in this family-friendly area.

Frelinghuysen Morris House and Studio

Cities near Stockbridge

Lenox featuring an administrative building

Lenox

Great Barrington

Great Barrington